It is not Christmas if there is not a batch of Chocolate Pillows on the cookie plate in my family. It has been a family favorite since my grandmother tore the recipe out of her Pillsbury’s 15th Bake-Off in 1964. Second Grand Prize Winner Gemma Jane of Olympia, wherever you are – God Bless You!

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The Chocolate Pillow is brilliant in its simplicity. It is never the prettiest cookie on the platter, but is always the first one gone. It was my father’s favorite, my favorite, and now the favorite of countless friends who put in their orders every year!

You will need a cookie press to make these. Buy one today.

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Chocolate Pillows

Ingredients
2 1/2 cups flour
1/2 teaspoon salt
1 cup butter, room temperature
3/4 cup sugar
1 egg
2 teaspoons vanilla
6 full size Hershey bars, broken into sections

Directions

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Cream softened butter with sugar. Add egg and vanilla. Beat well. Add dry ingredients and mix until dough comes together.

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Using cookie press with sawtooth disk, lay long, straight strips of dough (ridge side facing up) onto cookie sheet. Place chocolate sections end to end along each strip of dough. Press a second strip of dough over each row, covering the chocolate pieces.

Using your finger to find the space between each chocolate bar, make a slice with a sharp floured knife.

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Bake at 350 degrees for 20-25 minutes, or until some of the edges start to brown. Cool slightly before breaking apart. Cool completely before storing in an airtight container.

I would love to hear whether any other families out there have been baking these cookies since the ’60s! Buon appetito!

Hi there! I'm Brad Nierenberg and I am a bit of a closet foodie. I consider myself a decent home chef. My top enjoyment is cooking for friends. My new food/recipe blog is a work in progress and kind of a new hobby. I hope you'll get a few new recipes to try and perhaps pick up an idea or two on how to cook! I'm on Facebook, Twitter, and Pinterest too. Follow my blog at https://bradthegourmand.com/

7 thoughts on “Chocolate Pillows – The Best Cookies You Will Ever Eat”

  3. I absolutely love that the recipe is so old. Gives it that something extra if you ask me. Re: title – I have no doubt about that because they look fantastic. Can’t go wrong with a solid chocolate cookie. Thanks for sharing!

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  5. Pingback: If You Amore S’mores – Try Peanut Butter S’more Bar Cookies – brad | the | gourmand

  6. It’s not Christmas in our house without these cookies. Often it’s the only one I make. We’ve been making them as long as I can remember ( I was born in 64). Thankful for my ELECTRIC cookie press!

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